3-BROMO-2,4-DIMETHYLPYRIDINE

Application

Product Name: 3-BROMO-2,4-DIMETHYLPYRIDINE
CAS No.: 27063-93-0
Chemical Name: 3-BROMO-2,4-DIMETHYLPYRIDINE
Synonyms: 3-BroMo-2,4-lutidine;3-BROMO-2,4-DIMETHYLPYRIDINE;3-Bromo-2,4-Dimethylpiperidine;PYRIDINE, 3-BROMO-2,4-DIMETHYL
CBNumber: CB02451679
Molecular Formula: C7H8BrN
Formula Weight: 186.05
MOL File: 27063-93-0.mol

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3-BROMO-2,4-DIMETHYLPYRIDINE Property

Boiling point:: 28-29 °C(Press: 40 Torr)
Density: 1.415±0.06 g/cm3(Predicted)
storage temp.: Inert atmosphere,Room Temperature
pka: 4.25±0.18(Predicted)
Appearance: Off-white to light brown Solid-Liquid Mixture
CAS DataBase Reference: 27063-93-0

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Hazard and Precautionary Statements (GHS)

Symbol(GHS)

Signal word

Warning

Hazard statements

H315Causes skin irritation

H319Causes serious eye irritation

H335May cause respiratory irritation

Precautionary statements

P261Avoid breathing dust/fume/gas/mist/vapours/spray.

P305+P351+P338IF IN EYES: Rinse cautiously with water for several minutes. Remove contact lenses, if present and easy to do. Continuerinsing.

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N-Bromosuccinimide Price

TRC

Product number: B623690
Product name: 3-bromo-2,4-dimethylpyridine
Packaging: 30mg
Price: $65
Updated: 2021/12/16

TRC

Product number: B623690
Product name: 3-bromo-2,4-dimethylpyridine
Packaging: 60mg
Price: $90
Updated: 2021/12/16

TRC

Product number: B623690
Product name: 3-bromo-2,4-dimethylpyridine
Packaging: 300mg
Price: $330
Updated: 2021/12/16

Biosynth Carbosynth

Product number: FB55801
Product name: 3-Bromo-2,4-dimethylpyridine
Packaging: 50mg
Price: $100
Updated: 2021/12/16

ChemScene

Product number: CS-0005492
Product name: 3-Bromo-2,4-lutidine
Purity: >97.0%
Packaging: 100mg
Price: $119
Updated: 2021/12/16

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3-BROMO-2,4-DIMETHYLPYRIDINE Chemical Properties,Usage,Production

Application

3-Bromo-2,4-dimethylpiperidine is a heterocyclic organic compound that can be used as a pharmaceutical intermediate.

Synthesis

108-47-4

27063-92-9

29976-20-3

27063-93-0

Under stirring, 2,4-dimethylpyridine (5.39 mL, 46.7 mmol, 1 equiv.) was dissolved in bromide (50 mL) containing 20% free SO3, keeping the reaction temperature at 0 °C. An efficient reflux condenser was installed and the reaction mixture was heated to 165 °C in an oil bath. Bromine (4.30 mL, 83.4 mmol, 0.9 eq.) was added slowly in 0.5 mL portions over a period of 5 hours and stirring was continued at 155-175 °C for 20 hours. After completion of the reaction, the solution was cooled to room temperature, poured onto crushed ice (200 g) and stirred for 1 hour. The resulting orange solution was neutralized by careful addition of solid Na2CO3, diluted with water and extracted with EtOAc (2 x 250 mL). The organic layers were combined, dried with Na2SO4 and concentrated in vacuum. The crude product was purified by automated fast column chromatography (Biotage KP-Sil.TM.SNAP 340g column, 0-15% EtOAc/hexane) and dried under vacuum to give three bromo products: 3,5-dibromo-2,4-dimethylpyridine (8), 5-bromo-2,4-dimethylpyridine (9) and 3-bromo-2,4-dimethylpyridine (10). 3,5-Dibromo-2,4-dimethylpyridine (8) is a white solid (1.48 g, 12%) with a melting point of 28-30 °C; 1H NMR (400 MHz, CDCl3) δ 2.54 (s, 3H, CH3), 2.61 (s, 3H, CH3), 8.41 (s, 1H, pyHortho); 13C NMR (100 MHz, CDCl3) δ 23.8 (CH3), 25.7 (CH3), 120.3 (ArC), 124.4 (ArC), 146.4 (ArC), 148.5 (ArCH), 156.5 (ArC); IR νmax (film)/cm1 3045, 2998, 2956, 2921, 1558, 1433, 1376, 1349, 1232, 1376, 1349, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232, 1232 1376, 1349, 1232, 1049, 993, 928, 783; HRMS (ESI+) m/z calcd for C7H8Br2N [M+H]+ 263.9018, found 263.9027. 5-Bromo-2,4-dimethylpyridine (9) was a colorless oil (1.89 g, 22%); 1H NMR (400 MHz, CDCl3) δ 2.32 (s, 3H, CH3), 2.44 (s, 3H, CH3), 7.00 (s, 1H, pyHortho), 8.47 (s, 1H, pyHmeta); 13C NMR ( 100 MHz, CDCl3) δ 22.1 (CH3), 23.6 (CH3), 120.4 (ArC), 125.5 (ArCH), 146.7 (ArC), 150.5 (ArCH), 157.0 (ArC); IR νmax (film)/cm1 2985, 2957, 2924, 2854, 1592, 1461, 1377 1592, 1461, 1377, 1353, 1289, 1177, 1032; HRMS (ESI+) m/z calcd for C7H9BrN [M+H]+ 185.9913, found 185.9918. 3-Bromo-2,4-dimethylpyridine (10) was a colorless oil (3.04 g, 35%); 1H NMR (400 MHz, CDCl3) δ 2.33 (s, 3H, CH3), 2.61 (s, 3H, CH3), 6.91 (d, J = 5.0 Hz, 1H, pyHmeta), 8.18 (d, J = 5.0 Hz, 1H, 2995, 2958, 2922, 1585, 1437, 1389, 1123, 1024, 916, 825; HRMS (ESI+) m/z calcd for C7H9BrN [M+H]+ 185.9913, found 185.9917.

References

[1] Zeitschrift fuer Chemie (Stuttgart, Germany), 1988, vol. 28, # 2, p. 59 - 60
[2] Patent: WO2010/43866, 2010, A2. Location in patent: Page/Page column 48; 87-88
[3] Organic and Biomolecular Chemistry, 2011, vol. 9, # 1, p. 127 - 135

3-BROMO-2,4-DIMETHYLPYRIDINE Preparation Products And Raw materials

Raw materials

Preparation Products

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View Lastest Price from 3-BROMO-2,4-DIMETHYLPYRIDINE manufacturers

Career Henan Chemical Co

Product: 3-BROMO-2,4-DIMETHYLPYRIDINE 27063-93-0
Price: US $6.00/KG
Min. Order: 2KG
Purity: 98%
Supply Ability: 1KG,50KG,100KG
Release date: 2019-09-03

27063-93-0, 3-BROMO-2,4-DIMETHYLPYRIDINERelated Search:

3-Bromo-2,4,6-trimethylpyridine 3,5-DIBROMO-2,4,6-TRIMETHYLPYRIDINE 5-BROMO-2-CHLORO-4,6-DIMETHYLNICOTINONITRILE 2,4-Dimethylpiperidine 2,4-Lutidine 2-Amino-3,5-dibromo-4,6-dimethylpyridine 2-Amino-3-nitro-4,6-dimethyl-5-bromopyridine 5-Bromo-2-hydroxy-4,6-dimethyl-nicotinonitrile 2-AMINO-5-BROMO-4 6-DIMETHYLPYRIDINE& 5-BROMO-4,6-DIMETHYLNICOTINIC ACID 5-BROMO-4,6-DIMETHYL-1H-PYRAZOLO[3,4-B]PYRIDIN-3-AMINE 5-BROMO-4,6-DIMETHYL-2-(2-PYRIMIDINYLSULFANYL)NICOTINONITRILE OTAVA-BB BB7110952627 1-(3-BROMO-2-METHYLPYRIDIN-4-YL)ETHANONE IFLAB-BB F1957-0014 IFLAB-BB F1957-0019 5-BROMO-2-METHOXY-4,6-DIMETHYLNICOTINONITRILE SPECS AO-801/41077573

PYRIDINE, 3-BROMO-2,4-DIMETHYL

3-Bromo-2,4-Dimethylpiperidine

3-BroMo-2,4-lutidine

3-BROMO-2,4-DIMETHYLPYRIDINE

27063-93-0